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Highland County Holiday Rentals

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Top Holiday Rentals Destinations in Highland County

Come STAR GAZE at Seldom Seen Farm on 172 acres in Highland County.

9.8 out of 10, Exceptional, (63)
"My husband and I stayed here with our dogs the week after our wedding and it was the perfect place to relax, enjoy nature and decompress. We took advantage of everything this property has to offer and more. Great hiking nearby and on the property itself. Very clean and comfortable as well. Owner was very easy to reach and checked in on us periodically. Easy to find if you follow the directions! We would love to stay here again! "
Come STAR GAZE at Seldom Seen Farm on 172 acres in Highland County.

Simple. Rustic. Luxury.

10.0 out of 10, Exceptional, (160)
"It is a great property! Fire pit by the creek at night incredible. Extremely comfortable. A special place. W"
Simple. Rustic. Luxury.

'Clearwater Cabin' on 10 Acres w/ Trout Stream!

9.8 out of 10, Exceptional, (125)
"We had a great time. The property had everything we needed and the location was beautiful."
'Clearwater Cabin' on 10 Acres w/ Trout Stream!

Nicholas Run Cabin - the perfect getaway.

10.0 out of 10, Exceptional, (31)
"We have enjoyed vacationing in Monterey for over 30 years. We have stayed in a variety of great places over the years but this beautiful, peaceful, heaven-on-earth cabin is our favorite! Everything was just perfect. We look forward to spending more time here next year. Thank you Bud for the best Bible study retreat we could have possibly had. Lord willing, we will see you next year."
Nicholas Run Cabin - the perfect getaway.

Hide Away Log Cabin nestled in a serene setting in Beautiful Bath County, Va.

10.0 out of 10, Exceptional, (191)
"Friend and I stayed to go fishing in the area, great location to hit a lot of different spots."
Hide Away Log Cabin nestled in a serene setting in Beautiful Bath County, Va.

Foxwood, dedicated to creating memories for your family and friends.

10.0 out of 10, Exceptional, (172)
"Diane was welcoming from the start, and we felt right at home at Foxwood, which was impeccably cleaned and seasonally decorated. She stocked the beverage fridge with our favorite drinks and the kitchen had everything we needed to prepare our meals. Logs were conveniently stored outside in a sheltered spot, with fire starters left for us inside by the wood-burning fireplace. The expansive deck had ample seating for enjoying the views and conversation. At night, we warmed our hands by the fire pit...
Foxwood, dedicated to creating memories for your family and friends.

~ Cabin in the Wildwoods ~ Secluded ~ Rustic ~ Family Friendly~

10.0 out of 10, Exceptional, (185)
"Love the location nestled in the woods, the quiet brook burbling past the firepit, the homey pinewood interior, the fully stocked kitchen, the delicious jam and cookies gift. We stayed two nights while climbing Nelson Rocks and wish we had stayed longer. Thanks so much for your hospitality...if I owned a cabin like that, I'd never leave!"
~ Cabin in the Wildwoods ~ Secluded ~ Rustic ~ Family Friendly~

Secluded Cabin Escape with Fire Pit & Scenic Views

10.0 out of 10, Exceptional, (42)
"Nice place to stay. Unique cabin with everything you need. "
Secluded Cabin Escape with Fire Pit & Scenic Views

Ski In/Out @ Loggers 16 - Private Hot Tub, 3 Kings, PS5, 85" TV, Rec+Gear Rms

10.0 out of 10, Exceptional, (16)
"Excellent host! Excellent accommodations. Need to be sure hot tub has plenty of chemical to keep clean!"
Ski In/Out @ Loggers 16 - Private Hot Tub, 3 Kings, PS5, 85" TV, Rec+Gear Rms

Cozy cottage on the hill in the heart of Warm Springs.

10.0 out of 10, Exceptional, (44)
"This is mine and my daughters second year in the lovely cottage. The host is wonderful. She responds quickly and is quick with helpful hints and suggestions. "
Cozy cottage on the hill in the heart of Warm Springs.

Condo Rental at the Top of Snowshoe - West Virginia - Sleeps 8

9.6 out of 10, Exceptional, (68)
"We were pleased with the convenient location of this place! Our group of 7 found the apartment cozy and enjoyed sitting together in the living room. Well stocked kitchen was a nice surprise- we had no trouble cooking here. Thanks for hosting! We would stay again!"
Condo Rental at the Top of Snowshoe - West Virginia - Sleeps 8

Ski-in and out with private HOT TUB in 5 bedroom house with game/theatre room!

9.6 out of 10, Exceptional, (16)
"We had plenty of room for 11 people and we could spread out. The kids had a great time and the kitchen was well stocked, would recommend to any one."
Ski-in and out with private HOT TUB in 5 bedroom house with game/theatre room!

Home Away From Home - Powderidge

9.8 out of 10, Exceptional, (34)
"The unit was very nice and clean! We enjoyed our stay! We would definitely stay again!"
The price is AU$344
includes taxes & fees
9 Dec - 10 Dec
Home Away From Home - Powderidge

Architectural marvel w/firepit, hot tub, prime location, lounge & bar rooms!

10.0 out of 10, Exceptional, (20)
"Our multi-generational family enjoyed our time at the Dome Home. It has everything we needed as well as plenty of space to spread out. It’s convenient to the Village area and surrounding activities. We enjoyed a relaxed weekend of family fun during the summertime at Snowshoe and then had fun with smores and the hot tub on the evening. The setting in the backyard and deck area is beautiful. You could forget how close you are to the main area at the resort."
Architectural marvel w/firepit, hot tub, prime location, lounge & bar rooms!

SKI IN/OUT- Pool table, hot tub, A+ kitchen, 7 bedrooms->4 kings+custom kid rms!

9.8 out of 10, Exceptional, (6)
"The property was outstanding. Great Kitchen! Awesome location! I would stay here again next year."
SKI IN/OUT- Pool table, hot tub, A+ kitchen, 7 bedrooms->4 kings+custom kid rms!

SLOPESIDE CHALET, Near the top of Shay's Revenge / Ski in-Ski out / Great Views

9.2 out of 10, Wonderful, (45)
"The owner is very communicative and very nice. The location and views are fantastic. The downstairs condo plumbing needs updating. The toilet kept overflowing. The stone stairs has a top loose step that needs repaired, elderly person almost fell. The upper deck railing needs repair. This is a good place for the money and has the potential to be amazing."
SLOPESIDE CHALET, Near the top of Shay's Revenge / Ski in-Ski out / Great Views

Secluded Log Home on 11 Forested Acres🌲🌲🌲 Jacuzzi🔥 Fire Pit🔥 Wood Stove🔥

10.0 out of 10, Exceptional, (15)
"A nice property that is conveniently located to Cass and Snowshoe. Very remote and private. "
Secluded Log Home on 11 Forested Acres🌲🌲🌲 Jacuzzi🔥 Fire Pit🔥 Wood Stove🔥

10 Powderidge 1BR Ski Out & pet friendly

10.0 out of 10, Exceptional, (11)
"We are so thankful for James allowing us to check-in several days in advance of our original trip so that we could seek refuge from the aftermath of Hurricane Helene. This trip and stay at the condo was healing on several levels! "
10 Powderidge 1BR Ski Out & pet friendly

Quaint Hinton Hideaway - Hunt & Fish Nearby!

9.6 out of 10, Exceptional, (5)
"Was a time to unwind lovely setting "
Quaint Hinton Hideaway - Hunt & Fish Nearby!

The Firefly Cottage

9.8 out of 10, Exceptional, (24)
"We felt like it was just the right amount privacy with a country vibe yet very close to Staunton. Everything was clean. The kitchen was equipped with everything we needed. We also appreciated that countertops were clear so there was plenty of room for our stuff. The bed was very comfortable. We would highly recommend this place for couples."
The Firefly Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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